ABSTRACT
Chemical investigation of the Australian rainforest plant Doryphora sassafras has resulted in the isolation of a new natural product, 2-methyl-1-(p-methoxybenzyl)-6,7-methylenedioxyisoquinolinium chloride (1). The iodide salt of compound 1 has previously been synthesized but only partially characterized. This paper reports the full spectroscopic characterization of 1 by MS, IR, UV, and NMR data.
Subject(s)
Alkaloids/isolation & purification , Analgesics, Opioid/isolation & purification , Isoquinolines/isolation & purification , Monimiaceae/chemistry , Plants, Medicinal/chemistry , Quinolinium Compounds , Alkaloids/chemistry , Alkaloids/pharmacology , Analgesics, Opioid/chemistry , Analgesics, Opioid/pharmacology , Animals , Australia , Brain/drug effects , Cell Membrane/drug effects , Cerebellum/drug effects , Guinea Pigs , Inhibitory Concentration 50 , Isoquinolines/chemistry , Isoquinolines/pharmacology , Mass Spectrometry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Leaves/chemistry , Receptors, Opioid, kappa/physiology , Spectrophotometry, Infrared , Spectrophotometry, UltravioletABSTRACT
Sideroxylonal C (3), a new phloroglucinol dimer, was isolated from the flowers of Eucalyptus albens through bioassay-guided fractionation. The structure elucidation was based on 1D and 2D NMR experiments, MS analysis, and comparison with sideroxylonals A (1) and B (2). Sideroxylonal C inhibited human plasminogen activator inhibitor type-1 at 4.7 microM without any significant effect on human tissue plasminogen activator.